Default HTG hotel image

San Simone Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for San Simone vacation rentals

A dining area with tables set for two, a wicker hanging light fixture, and a view of a lush garden.

1. Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.6 out of 10, Exceptional, (24 reviews)
"It was a little piece of magic. Location was amazing just out of Gallipoli and close to one of the most beautiful beaches."
Canada
Jaime
The price is P6,284
P7,054 total
includes taxes & fees
Oct 27 - Oct 28
Masseria Li Foggi
Terrace/patio

2. Villa Giovanna

Villa Giovanna
Racale
9.4 out of 10, Exceptional, (11 reviews)
"The rooms and hotel is spotless immaculately clean. The beds are comfortable with a safe for storage of valuables. There was an extra single bed to put luggage and clothes on because there are no drawers for storing clothes. And the closet had mix match of clothes hangers not suitable for hanging pants. There are exterior stairs at entrance without handrails posing a tripping hazard. I gripped on a decor plant by the stairs for stability. The breakfast was toast bread and cold cut meats every...
Canada
Costa
The price is P2,024
P2,226 total
includes taxes & fees
Nov 3 - Nov 4
Villa Giovanna
A rooftop pool area with wooden loungers and a hot tub.

3. Equinox house

Equinox house
Tuglie
10.0 out of 10, Exceptional, (1 review)
"Super séjour... très belle terrasse... logement calme et très jolie village... merci"
France
Nadège
The price is P1,909
P4,334 total
includes taxes & fees
Oct 22 - Oct 23
Equinox house
A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

4. LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is P3,906
P4,296 total
includes taxes & fees
Nov 1 - Nov 2
LE DUE DIMORE
An outdoor dining area with tables and chairs, surrounded by stone walls and greenery.

5. Relais Il Mignano

Relais Il Mignano
Centro Storico
8.4 out of 10, Very good, (32 reviews)
"Ottima location, personale qualificato "
United States
Pasquale
The price is P7,638
P8,685 total
includes taxes & fees
Oct 22 - Oct 23
Relais Il Mignano
A sunset view from a poolside area with lounge chairs and a glass of wine.

6. Villa Dune Luxury Roof Top Pool Wellness

Villa Dune Luxury Roof Top Pool Wellness
Bai Verde
10.0 out of 10, Exceptional, (6 reviews)
"We had a fabulous stay! Such a lovely family run boutique hotel. Very clean and lovely roof top terrace. "
United Kingdom
cathy
The price is P12,483
P14,155 total
includes taxes & fees
Oct 31 - Nov 1
Villa Dune Luxury Roof Top Pool Wellness
A sunlit outdoor seating area with wicker furniture, a cactus plant, and a tray with bread and flowers.

7. Domus Dejana

Domus Dejana
Gallipoli Historic Center
10.0 out of 10, Exceptional, (23 reviews)
"Wordeful location and experience"
United States
Alberto
The price is P3,542
P3,897 total
includes taxes & fees
Nov 3 - Nov 4
Domus Dejana
Pool waterfall

8. Villa Ghetta Country House

Villa Ghetta Country House
Leverano
8.4 out of 10, Very good, (10 reviews)
"Abbiamo scelto la camera quadrupla con letto a castello. Bagno grande e pulito . La sig Valentina preziosissima per spiagge , parcheggio. Sistemazione indicata per vedere lo splendido Salento e a conduzione familiare"
Italy
Stefania
The price is P3,086
P3,395 total
includes taxes & fees
Oct 25 - Oct 26
Villa Ghetta Country House
A rooftop terrace with lounge chairs, a table, and an umbrella.

9. Dimore Arcudi

Dimore Arcudi
Galatina Historic Centre
The price is P6,684
P7,352 total
includes taxes & fees
Oct 22 - Oct 23
Dimore Arcudi
A neatly arranged bedroom with a bed, bedside tables, and a chandelier.

10. Royal House

Royal House
Copertino
9.2 out of 10, Wonderful, (12 reviews)
"the apartment was very clean, spacious, modern and comfortable. A kitchenette forms part of the apartment. Massimo the owner, was very friendly and helpful. The apartment is only a few minutes walk from the historical centre. The only downside that we were at the second floor and there is no lift. A big plus Massimo's father runs the shop next door to the apartments and he is there from very early in the morning till late in the evening. "
Ireland
Paul
The price is P3,761
P4,137 total
includes taxes & fees
Oct 28 - Oct 29
Royal House
A swimming pool with lounge chairs and planters, surrounded by a stone wall and palm trees.

11. Residence Rossini Suites & Poll

Residence Rossini Suites & Poll
Alliste
The price is P4,557
P12,084 total
includes taxes & fees
Oct 22 - Oct 23
Residence Rossini Suites & Poll
A room with a sliding glass door leading to a balcony with a view of the sea.

12. Hotiday Gallipoli Lungomare

Hotiday Gallipoli Lungomare
Lido San Giovanni
5.6 out of 10, (4 reviews)
"It’s on a construction site a bit of from everything else. In bad shape."
Sweden
Emma Sofia
The price is P2,592
P2,992 total
includes taxes & fees
Oct 25 - Oct 26
Hotiday Gallipoli Lungomare
A table with pastries and a vase of flowers under a wooden pergola.

13. Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is P7,522
P8,274 total
includes taxes & fees
Nov 2 - Nov 3
Torre Vecchia Relais
A hotel room with a bed, bedside table, lamp, and a painting on the wall.

14. Suite Porta Terra

Suite Porta Terra
Gallipoli Historic Center
7.0 out of 10, Good, (9 reviews)
"La réception se trouve à 10min a pied de l hôtel Nous avons pas été prévenu à l’avance. Le logement est sombre, donne sur une mini cour intérieure/terrasse partagée avec un autre logement et où sont entreposés un ancien meuble de salle de bain et une échelle. Il y avait même une vielle assiette en plastique. Pour finir, la montée de escalier est très penture et étroite, pas du tout pratique avec des valises Autrement la chambre est correcte"
France
Florian
The price is P4,187
P4,605 total
includes taxes & fees
Nov 3 - Nov 4
Suite Porta Terra
A narrow courtyard with stone flooring, metal furniture, and potted plants.

15. Borgoterra

Borgoterra
Martano
9.2 out of 10, Wonderful, (43 reviews)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is P3,841
P4,225 total
includes taxes & fees
Oct 28 - Oct 29
Borgoterra
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Simone Hotel Reviews

Torre Assunta Hotel

Torre Assunta Hotel

8/10 Good
"Beautiful hotel, stayed in the Massera,"
Jane 5-night trip
Posted 16 hours ago
Torre Assunta Hotel

Find out more about San Simone

Search for holiday rentals in San Simone on Expedia! You can easily find your home rentals, villas, holiday apartments in San Simone using one of the methods below:

  • View our selection of featured holiday rentals in San Simone
  • Use the map to find apartments and other holiday homes in the San Simone neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Simone while they last

Look no further and take a look at our great range of rental properties in San Simone!

Frequently asked questions

Can I find vacation rentals in San Simone?

Yes, we have vacation rentals close to top local attractions in San Simone, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that San Simone has to offer?

Tenuta Marrocco House: You might want to consider this vacation home rental near San Simone, which offers a terrace and WiFi to help you feel comfortable in your new surroundings.

What can I see and do in San Simone?

While exploring the area, visit family-friendly sights like Parco Acquatico Splash, or get outside and enjoy nature at Padula Bianca Beach. In the larger area, you’ll find Rivabella Beach and Lido Conchiglie Beach.

What are vacation rentals like in San Simone?

Vacation rentals are privately owned properties you can reserve for a couple days or more in San Simone. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.